N-Hydroxy-L-threonine

Details

• Internal ID: 72fb0e40-17c5-4f6b-a1b0-296be7f5db67
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > N-hydroxyl-alpha-amino acids
• IUPAC Name: (2S,3R)-3-hydroxy-2-(hydroxyamino)butanoic acid
• SMILES (Canonical): CC(C(C(=O)O)NO)O
• SMILES (Isomeric): C[C@H]([C@@H](C(=O)O)NO)O
• InChI: InChI=1S/C4H9NO4/c1-2(6)3(5-9)4(7)8/h2-3,5-6,9H,1H3,(H,7,8)/t2-,3+/m1/s1
• InChI Key: JMWAXNQPBYEGBG-GBXIJSLDSA-N
• Popularity: 16 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄H₉NO₄
• Molecular Weight: 135.12 g/mol
• Exact Mass: 135.05315777 g/mol
• Topological Polar Surface Area (TPSA): 89.80 Ų
• XlogP: -3.60
• Atomic LogP (AlogP): -1.20
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• hydroxy threonine
• 872169-27-2
• SCHEMBL443114
• DTXSID60708010

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7731	77.31%
Caco-2	-	0.7807	78.07%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5868	58.68%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.9481	94.81%
OATP1B3 inhibitior	+	0.9515	95.15%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9552	95.52%
P-glycoprotein inhibitior	-	0.9798	97.98%
P-glycoprotein substrate	-	0.9729	97.29%
CYP3A4 substrate	-	0.7496	74.96%
CYP2C9 substrate	+	0.5969	59.69%
CYP2D6 substrate	-	0.8506	85.06%
CYP3A4 inhibition	-	0.8502	85.02%
CYP2C9 inhibition	-	0.9122	91.22%
CYP2C19 inhibition	-	0.8383	83.83%
CYP2D6 inhibition	-	0.8538	85.38%
CYP1A2 inhibition	-	0.7701	77.01%
CYP2C8 inhibition	-	0.9933	99.33%
CYP inhibitory promiscuity	-	0.9760	97.60%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.5149	51.49%
Carcinogenicity (trinary)	Non-required	0.6998	69.98%
Eye corrosion	-	0.9800	98.00%
Eye irritation	+	0.6144	61.44%
Skin irritation	-	0.6344	63.44%
Skin corrosion	-	0.8735	87.35%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8378	83.78%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.5616	56.16%
skin sensitisation	-	0.9392	93.92%
Respiratory toxicity	-	0.8111	81.11%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6733	67.33%
Estrogen receptor binding	-	0.9366	93.66%
Androgen receptor binding	-	0.9007	90.07%
Thyroid receptor binding	-	0.8276	82.76%
Glucocorticoid receptor binding	-	0.9177	91.77%
Aromatase binding	-	0.8885	88.85%
PPAR gamma	-	0.8524	85.24%
Honey bee toxicity	-	0.9624	96.24%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.9700	97.00%
Fish aquatic toxicity	-	0.8034	80.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.36%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.89%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.82%	96.09%
CHEMBL2581	P07339	Cathepsin D	86.58%	98.95%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.53%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	84.39%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.31%	93.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.77%	96.47%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.23%	96.00%

Plants that contains it

• Strychnos dale

Cross-Links

• PubChem: 53963927
• LOTUS: LTS0065712
• wikiData: Q105253814